Caribbean Holidays

enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that welcomes you in.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team on 020 7749 9245, and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Jamaica, Granada, Bahamas, Turks & Caicos and other islands.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2021 & 2022

We have some great Caribbean holidays for 2021 available with up to 60% savings to some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team now on 020 7749 9245. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of time of day, month or season. Pretty predictable, but variations in temperature do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than use a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two: the rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be discouraged though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 


Antigua

Carlisle Bay

5* out of 5 stars

  • Free upgrade to Ocean Suite
  • Up to 30% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,679 per person

Barbados

The Crane

4.5* out of 5 stars

  • 40% saving
  • Stay 7 Pay 5

7 nights Bed and Breakfast including Virgin Atlantic flights from £936 per person

Cancun & Riviera Maya

Secrets Maroma Beach Riviera Cancun

5* out of 5 stars

  • 30% saving

7 nights All Inclusive including British Airways flights from £1,620 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

  • Spa treatment credit US$ 20 per room per stay
  • US$ 200 coupons per room per stay
  • Up to 40% saving

7 nights All Inclusive including British Airways flights from £1,053 per person

Grenada

Calabash Luxury Boutique Hotel

5* out of 5 stars

  • Complimentary Half Board
  • Complimentary 30 minute massage once per person per stay

7 nights Half Board including Virgin Atlantic flights from £1,948 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • Up to 48% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,226 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Up to 65% saving

7 nights Premium All Inclusive including Virgin Atlantic flights from £1,403 per person

Antigua

Sandals Grande Antigua Resort & Spa

5* out of 5 stars

  • 40% saving

7 nights Luxury Included ® including Virgin Atlantic flights from £1,722 per person

Barbados

Colony Club by Elegant Hotels

5* out of 5 stars

  • 45% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,196 per person

Cancun & Riviera Maya

UNICO 20°87°

5* out of 5 stars

  • Up to 20% saving

7 nights All Inclusive including British Airways flights from £1,522 per person

Dominican Republic

Hilton La Romana, an All Inclusive Family Resort

5* out of 5 stars

Edging a tropical jungle along an eco-beach, Hilton La Romana, an All Inclusive Family Resort, offers families a wide array of luxury amenities and activities, all included.

7 nights All Inclusive including British Airways flights from £1,247 per person

Grenada

Spice Island Beach Resort

5* out of 5 stars

  • 25% saving

7 nights All Inclusive including British Airways flights from £2,282 per person

Jamaica

Hilton Rose Hall Resort & Spa

4.5* out of 5 stars

With a huge aquatic park, amazing facilities and great access to the beach, this delightful resort in Montego Bay is renowned for families and radiates with warm, Jamaican charm.

7 nights All Inclusive including Virgin Atlantic flights from £1,024 per person

St Lucia

East Winds

4.5* out of 5 stars

  • Two complimentary spa treatments per stay per room
  • 20% saving

7 nights All Inclusive including British Airways flights from £2,112 per person

Antigua

Blue Waters

4.5* out of 5 stars

  • Up to 20% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,465 per person

Barbados

Tamarind by Elegant Hotels

4.5* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,483 per person

Cancun & Riviera Maya

Dreams Aventuras Riviera Maya

5* out of 5 stars

  • 30% saving

7 nights All Inclusive including British Airways flights from £1,106 per person

Grenada

Sandals Grenada Resort & Spa

5* out of 5 stars

  • 45% saving

7 nights Luxury Included ® including British Airways flights from £1,766 per person

St Lucia

Serenity at Coconut Bay

5* out of 5 stars

  • Up to 65% saving

7 nights All Inclusive including British Airways flights from £2,582 per person

Antigua

Galley Bay Resort & Spa

4.5* out of 5 stars

Set on Antigua’s west coast, the Galley Bay is an all-inclusive, adults only resort known for its white beaches and tropical, lush gardens. You’ll encounter and endless list of activities including a fantastic spa.

7 nights All Inclusive including Virgin Atlantic flights from £2,231 per person

Barbados

Treasure Beach by Elegant Hotels

4* out of 5 stars

  • 40% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,559 per person

Dominican Republic

Hard Rock Hotel & Casino Punta Cana

5* out of 5 stars

  • Up to 20% saving

7 nights All Inclusive including British Airways flights from £1,262 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

  • 50% saving

7 nights Bed and Breakfast including British Airways flights from £1,317 per person

Antigua

The Inn at English Harbour

5* out of 5 stars

Nestled in tropical gardens right on the beachfront, The Inn at English Harbour has a very intimate feel but is close enough to the actual Harbour for you to profit from the many shops, bars and delicious eateries.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,675 per person

Cancun & Riviera Maya

Hard Rock Riviera Maya

5* out of 5 stars

  • Up to 10% saving

7 nights All Inclusive including British Airways flights from £1,329 per person

Cancun & Riviera Maya

Excellence Riviera Cancun

5* out of 5 stars

  • 52% saving

7 nights All Inclusive including British Airways flights from £1,387 per person

Dominican Republic

Excellence El Carmen

5* out of 5 stars

  • 53% saving

7 nights All Inclusive including British Airways flights from £1,171 per person

St Lucia

Windjammer Landing Villa Beach Resort

4.5* out of 5 stars

  • 50% saving

7 nights Bed and Breakfast including British Airways flights from £1,029 per person

Dominican Republic

Secrets Royal Beach Punta Cana

5* out of 5 stars

  • Spa treatment credit US$ 20 per room per stay
  • US$ 200 coupons per room per stay
  • Up to 30% saving

7 nights All Inclusive including British Airways flights from £1,151 per person

Barbados

O2 Beach Club & Spa

5* out of 5 stars

  • Complimentary upgrade to Luxury Ocean View Junior Suite
  • Up to 55% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,450 per person

Jamaica

Couples Swept Away

5* out of 5 stars

  • 50% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,349 per person

Jamaica

Secrets Wild Orchid Montego Bay

5* out of 5 stars

  • Spa treatment credit US$ 20 per room per stay
  • US$ 200 coupons per room per stay
  • Up to 30% saving

7 nights All Inclusive including British Airways flights from £1,520 per person

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Multi-centre holidays

Experience more on holiday when you design your very own multi-centre itinerary, with expert guidance from our destination specialists